Thioglycolic Acid → HCID 178526196, compound

HRID 2285867Notes

Reaction equation

HRID 2285867 reaction equation
S[CH2:2][C:3]([OH:5])=O.C(C1C=C(C)C=C(C(C)(C)C)N=1)(C)(C)C.FC(F)(F)[S:23]([O-])(=O)=O.[F:29][C:30]([I+]C1C=CC=CC=1)([F:35])[C:31]([F:34])([F:33])[F:32]>C(Cl)Cl>[F:29][C:30]([CH2:2][C:3]([OH:5])=[S:23])([F:35])[C:31]([F:34])([F:33])[F:32]

Participants

5

Reactant 3

HCID 1133Thioglycolic AcidHCID 988982,6-Di-tert-butyl-4-methylpyridineHCID 11488264Pentafluoroethylphenyliodonium trifluoromethanesulfonate

Product 1

HCID 178526196HCID 178526196, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.12 ml of mercaptoacetic acid and 350 ml of 2,6-di-tert-butyl-4-methylpyridine were added to 4 ml of methylene chloride and the mixture was stirred at room temperature. Then, 800 mg of pentafluoroethylphenyliodonium trifluoromethanesulfonate was added thereto and the mixture was allowed to react for 30 minutes at room temperature. The reaction mixture was subjected to column chromatography of silica gel and, after eluting iodobenzene with hexane, the product was eluted with diethyl ether. The diethyl ether was distilled off to obtain 319 mg (90% yield) of pentafluoroethylthioacetic acid as an oily substance.

Workup

  1. customto react for 30 minutes at room temperature
  2. washafter eluting iodobenzene with hexane
  3. washthe product was eluted with diethyl ether
  4. distillationThe diethyl ether was distilled off

Sources & evidence

ORD record
ord-5ed24c1599224011b7b8ea5344c26b42
Source dataset
uspto-grants-1982_04
Patent number
US04324741

Reaction notes

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